DE106434T1 - METHOD AND DEVICE FOR MULTIPOLYM SYNTHESIS SYSTEMS. - Google Patents

METHOD AND DEVICE FOR MULTIPOLYM SYNTHESIS SYSTEMS.

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Publication number
DE106434T1
DE106434T1 DE198383303611T DE83303611T DE106434T1 DE 106434 T1 DE106434 T1 DE 106434T1 DE 198383303611 T DE198383303611 T DE 198383303611T DE 83303611 T DE83303611 T DE 83303611T DE 106434 T1 DE106434 T1 DE 106434T1
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polymeric carrier
polymeric
reaction
carrier
column
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DE198383303611T
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German (de)
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Shimeon Kiryat Ono Pass
Abraham Ness Ziona Patchornik
Yechiel Yehud Shai
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Yeda Research and Development Co Ltd
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Yeda Research and Development Co Ltd
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Publication of DE106434T1 publication Critical patent/DE106434T1/en
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H21/00—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/0046—Sequential or parallel reactions, e.g. for the synthesis of polypeptides or polynucleotides; Apparatus and devices for combinatorial chemistry or for making molecular arrays
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C249/00—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C249/16—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of hydrazones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/38—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/09—Esters of phosphoric acids
    • C07F9/094—Esters of phosphoric acids with arylalkanols
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
    • B01J2219/00277—Apparatus
    • B01J2219/00279—Features relating to reactor vessels
    • B01J2219/00281—Individual reactor vessels
    • B01J2219/00286—Reactor vessels with top and bottom openings
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
    • B01J2219/00277—Apparatus
    • B01J2219/00351—Means for dispensing and evacuation of reagents
    • B01J2219/00389—Feeding through valves
    • B01J2219/00391—Rotary valves
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
    • B01J2219/00277—Apparatus
    • B01J2219/00497—Features relating to the solid phase supports
    • B01J2219/005—Beads
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
    • B01J2219/00583—Features relative to the processes being carried out
    • B01J2219/0059—Sequential processes
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
    • B01J2219/00583—Features relative to the processes being carried out
    • B01J2219/00596—Solid-phase processes
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
    • B01J2219/0068—Means for controlling the apparatus of the process
    • B01J2219/00686—Automatic
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
    • B01J2219/0068—Means for controlling the apparatus of the process
    • B01J2219/00698—Measurement and control of process parameters
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
    • B01J2219/00718—Type of compounds synthesised
    • B01J2219/0072—Organic compounds
    • C—CHEMISTRY; METALLURGY
    • C40—COMBINATORIAL TECHNOLOGY
    • C40B—COMBINATORIAL CHEMISTRY; LIBRARIES, e.g. CHEMICAL LIBRARIES
    • C40B60/00—Apparatus specially adapted for use in combinatorial chemistry or with libraries
    • C40B60/14—Apparatus specially adapted for use in combinatorial chemistry or with libraries for creating libraries

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Peptides Or Proteins (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Saccharide Compounds (AREA)
  • Physical Or Chemical Processes And Apparatus (AREA)
  • Paper (AREA)
  • Coating With Molten Metal (AREA)
  • Catalysts (AREA)

Abstract

A method and apparatus are provided for synthesizing organic compounds in which reactants A and B are bound to respective polymeric supports and P/ &cir& and P'/ &cir& . Reactant A is bound to P/ &cir& via a linking moiety alpha min and an intermediate reactant alpha is circulated between the two polymeric supports. When alpha is fed to the first support alpha -A is formed and when alpha -A is fed to the second support P'/ &cir& -B-A is formed and free alpha regenerated. When sufficient P min -B-A is formed, the circulation is stopped and B-A separated and removed.

Claims (3)

Yeda Research & Development Co. Ltd. u.Z.: EP 320 Patentansprü c h e (deutsche Übersetzung nach Artikel 67 EPÜ) 5Yeda Research & Development Co. Ltd. u.Z .: EP 320 patent claims (German translation according to Article 67 EPC) 5 1. Verfahren zur Herstellung organischer Verbindungen B-A, herstellbar nach dem Reaktionsschema1. Process for the preparation of organic compounds B-A, which can be prepared according to the reaction scheme B + a-A —} B-A + a (I)B + aA - } BA + a (I) dadurch gekennzeichnet, daß der Umsetzungspartner A an einen ersten polymeren Trägercharacterized in that the reaction partner A is attached to a first polymeric carrier (p) mittels einer Verbindungseinheit α1 gebunden ist, der Reaktionspartner B an einen separaten zweiten polymeren Träger(p) is bound by means of a connecting unit α 1 , the reactant B to a separate second polymeric carrier a\ gebunden ist und ein intermediärer Reaktionspartner α zwischen den zwei polymeren Trägern auf solche Weise zirkuliert, daß er zum ersten polymeren Träger geführt wird, indem die nachstehende Umsetzung stattfindet: a \ is bound and an intermediate reactant α circulates between the two polymeric carriers in such a way that it is led to the first polymeric carrier by the following reaction taking place: (?) - a'-A + cL —} (p) - a1 + a-A (II) (?) - a'-A + cL -} (p) - a 1 + aA (II) worauf a-A sodann zu dem zweiten polymeren Träger geführt wird, indem die nachstehende Umsetzung stattfindet:whereupon a-A is then fed to the second polymeric carrier by the following reaction taking place: (F) - B + a-A —^ © - B-A + a, (III) worauf der Reaktionspartner dann zurück zum ersten polymeren Träger zirkuliert und die Zirkulierung solange fortgesetzt wird, bis eine gewünschte Menge an (Pj) -B-A erzeugt ist, worauf die Zirkulierung dann gestoppt wird und man die hergestellte Verbindung B-A abtrennt,und aus dem zweiten polymeren Träger gewinnt,(F) - B + a-A - ^ © - B-A + a, (III) whereupon the reactant then circulates back to the first polymeric carrier and continues to circulate until a desired amount of (Pj) -B-A is produced, whereupon the circulation is stopped and that produced Compound B-A separates, and wins from the second polymeric carrier, wobei Π?) und (pj) gleich oder verschieden sind und alle chemisch modifizierbarenPolymere darstellen, mit denen jeweils eine α1- oder eine B-Gruppe verknüpft werden kann, oi. alle im bekannten Reakt ions schema (I) verwendbaren Gruppen darstellen kann, undwhere Π?) and (pj) are identical or different and represent all chemically modifiable polymers to which an α 1 or a B group can be linked in each case, oi. can represent all groups which can be used in the known reaction scheme (I), and α1 eine Gruppe ist, die gleich oder verschieden von α ist und die mittels einer chemischen Bindung an (jp) verknüpf bar ist, so daß sie unter den Reaktionsbedingungen von fp) nicht abgelöst werden kann, und die befähigt ist, mit A unter Bildung der Verbindung (p) -el1 -A mit einer durch α spaltbaren Bindung zwischen α1 und A zu reagieren, undα 1 is a group which is the same as or different from α and which can be linked to (jp) by means of a chemical bond so that it cannot be detached under the reaction conditions of fp), and which is capable of forming with A of the compound (p) -el 1 -A to react with a bond between α 1 and A which can be cleaved by α, and L- JL- J Γ -Y- "" " 010 6 A 3^ Γ -Y- """010 6 A 3 ^ B und A Einheiten darstellen, die befähigt sind, nach dem bekannten Reaktionsschema I zu reagieren, wobei B die Fähigkeit besitzt, sich abspaltbar mit (p) verbinden zu können, unter der Bedingung, daß das Reaktionsschema (I) keine elektrophile Acylierungsreäktion darstellt.B and A represent units capable of following the known Reaction scheme I, where B has the ability to be cleavable with (p), with the proviso that Reaction scheme (I) does not contain represents electrophilic acylation reaction. 2. Verfahren zur Herstellung organischer Verbindungen B-A, herstellbar nach dem Reaktionsschema2. Process for the preparation of organic compounds B-A, which can be prepared according to the reaction scheme B + α-Α —> B-A + α, (I)B + α-Α -> BA + α, (I) dadurch gekennzeichnet, daß der Reaktionspartner A an einen ersten polymeren Trägercharacterized in that the reactant A is attached to a first polymeric carrier Qp) mittels einer Verbindungseinheit α' gebunden ist, der Reaktionspartner B an einen separaten zweiten polymeren TrägerQp) is bound by means of a connecting unit α ', the reaction partner B to a separate second polymeric carrier ψ\ gebunden ist und ein intermediärer Reaktionspartner α zwischen den zwei polymeren Trägern auf solche Weise zirkuliert, daß (L zum ersten polymeren Träger geführt wird, indem die nachstehende Umsetzung stattfindet: ψ \ is bound and an intermediate reaction partner α circulates between the two polymeric supports in such a way that (L is led to the first polymeric support, in which the following reaction takes place: (p) - a1 ^A + ab —^ (?) - α1 + α-Α (II)(p) - a 1 ^ A + ab - ^ (?) - α 1 + α-Α (II) worauf α-Α sodann zu dem zweiten polymeren Träger geführt wird, indem - die nachstehende Umsetzung stattfindet:whereupon α-Α then led to the second polymeric carrier by - the following implementation takes place: (p) - B'■+ α-Α —^ (pj) - B-A + ■ <x, (III) worauf der Reaktionspartner dann zurück zum ersten polymeren Träger zirkuliert und die Zirkulierung solange fortgesetzt wird, bis eine gewünschte Menge an (pj) -B-A erzeugt ist, worauf die Zirkulierung dann gestoppt wird und man die hergestellte Verbindung B-A abtrennt,und aus dem zweiten polymeren. Träger gewinnt,(p) - B '■ + α-Α - ^ (pj) - B-A + ■ <x, (III) whereupon the reactant then circulates back to the first polymeric carrier and continues to circulate until a desired amount of (pj) -B-A is produced, whereupon the circulation is stopped and the produced Compound B-A separates, and from the second polymer. Carrier wins, wobei (F) und (Pj) gleich oder verschieden sind und alle :. chemisch modifizierbaren Polymere darstellen, mit denen je-where (F) and (Pj) are the same or different and all :. represent chemically modifiable polymers with which each weils eine α1- oder eine B-Gruppe verknüpft werden kann, . oi. alle im bekannten Reaktions schema (I) verwendbaren Gruppen darstellen kann, undbecause an α 1 - or a B group can be linked,. oi. can represent all groups which can be used in the known reaction scheme (I), and α' eine Gruppe ist, die gleich oder verschieden von α ist und die mittels einer chemischen Bindung an (p) verknüpfbar ist,α 'is a group which is the same as or different from α and which can be linked to (p) by means of a chemical bond, qc ^*^^ •"■"νqc ^ * ^^ • "■" ν so daß sie unter den Reaktionsbedingungen von (p) nicht abgelöst werden kann, und die befähigt ist, mit A unter Bildung der Verbindung (p) -et1-A mit einer durch α spaltbaren Bindung zwischen α1 und A zu reagieren, undso that it cannot be detached from (p) under the reaction conditions and which is capable of reacting with A to form the compound (p) -et 1 -A with a bond between α 1 and A which can be cleaved by α, and 0106A340106A34 B und A Einheiten darstellen, die befähigt sind, nach dem bekannten Reaktionsschema I zu reagieren, wobei B die Fähigkeit besitzt, sich abspaltbar mit (pj) verbinden zu können, und A eine geschützte Aminosäure oder ein Nucleotid ist,B and A represent units which are able to react according to the known reaction scheme I, where B is the ability possesses the ability to be cleavable with (pj), and A is a protected amino acid or a nucleotide, und man weiterhin, nach dem Stoppen der Zirkulierung und vor dem Abtrennen der synthetisierten Verbindung, die Schutzgruppe an dem entstandenen zweiten Polymeren abspaltet und das gesamte Verfahren wiederholt, um eine weitere Aminosäure oder ein Nucleotid an die Kette des zweiten polymeren Trägers hinzuzufügen.and further, after stopping the circulation and before separating the synthesized compound, the Removing protective group on the resulting second polymer and the entire process is repeated to obtain a add another amino acid or nucleotide to the chain of the second polymeric support. 3. Vorrichtung zur organischen Synthese, gekennzeichnet durch nachstehende Einrichtungen: eine erste Säule als Träger für ein erstes Polymer; eine zweite Säule als Träger für ein zweites Polymer; eine erste Leitung, die das eine Ende der genannten ersten Säule mit dem einen Ende der genannten zweiten Säule verbindet; eine zweite Leitung, die das andere Ende der genannten ersten Säule mit dem anderen Ende der genannten zweiten Säule verbindet; eine erste Detektionseinrichtung, die in der genannten ersten Leitung angeordnet ist, um physikalische oder chemische Eigenschaften des darin strömenden Materials zu messen und ein Ausgangssignal proportional zur Strömung zu liefern; eine zweite Detektionseinrichtung, die in der genannten zweiten Leitung angeordnet ist, und die dazu dient, physikalische oder chemische Eigenschaften des darin strömenden Materials zu messen und ein Ausgangssignal proportional zur Strömung zu liefern, wobei die genannten ersten und zweiten Detektionseinrichtungen die gleichen physikalischen oder chemischen Eigenschaften messen; Vergleichseinrichtungen zum Vergleich der AusganqsSignaIe aus der genannten ersten und3. Apparatus for organic synthesis, characterized by the following devices: a first column as a carrier for a first polymer; a second column as a carrier for a second polymer; a first line that is one end of said connecting the first column to one end of said second column; a second line connecting the other end of the said connecting the first column to the other end of said second column; a first detection device, which is shown in said first conduit is arranged to measure physical or chemical properties of the material flowing therein to measure and provide an output signal proportional to the flow; a second detection device included in said second line is arranged, and which serves to determine physical or chemical properties of the flowing therein To measure material and to provide an output signal proportional to the flow, said first and second Detection devices measure the same physical or chemical properties; Comparison facilities for Comparison of the output signals from the aforementioned first and undand zweiten Detektionseinrichtung,/die Ausgangssignale proportional zu dem Unterschied zwischen ihnen liefern; eine Pumpe für das im Kreislauf geführte Material innerhalb der genannten Säulen und Leitungen; sowie Rechen-Einrichtungen zur Steuerung und Regelung der genannten Pumpe auf Grundlage der Ausgangssignalwerte, die von der genannten Vergleichseinrichtung geliefert werden.second detection means / providing output signals proportional to the difference between them; a pump for the circulated material within said columns and lines; as well as computing devices for control and controlling said pump based on the output signal values provided by said comparison means will.
DE198383303611T 1982-06-22 1983-06-22 METHOD AND DEVICE FOR MULTIPOLYM SYNTHESIS SYSTEMS. Pending DE106434T1 (en)

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IL66094A IL66094A0 (en) 1982-06-22 1982-06-22 Synthesis with multipolymer systems

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US4698208A (en) 1987-10-06
DE3382556D1 (en) 1992-06-11
IL66094A0 (en) 1982-09-30
CA1266950C (en) 1990-03-20
CA1266950A (en) 1990-03-20
EP0106434A1 (en) 1984-04-25
ATE75713T1 (en) 1992-05-15
EP0106434B1 (en) 1992-05-06
JPS59161322A (en) 1984-09-12
JPH0422890B2 (en) 1992-04-20
US4552922A (en) 1985-11-12

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